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(2R)-2-[(3R,3aR,6S,7S,9bR)-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8d52a4af-d361-46fe-9900-147417796edd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R)-2-[(3R,3aR,6S,7S,9bR)-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1CCC2(C1(CC=C3C2=CCC(C3(C)CCC(=O)OC)C(=C)C)C)C)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CC[C@H]([C@H]1CC[C@@]2([C@@]1(CC=C3C2=CC[C@H]([C@]3(C)CCC(=O)OC)C(=C)C)C)C)C(=O)O
InChI InChI=1S/C32H48O4/c1-20(2)22(5)10-11-23(29(34)35)25-14-18-32(8)27-13-12-24(21(3)4)30(6,17-16-28(33)36-9)26(27)15-19-31(25,32)7/h13,15,20,23-25H,3,5,10-12,14,16-19H2,1-2,4,6-9H3,(H,34,35)/t23-,24+,25-,30+,31-,32+/m1/s1
InChI Key BTOTUPNTIAMSIV-AFXNOFHMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O4
Molecular Weight 496.70 g/mol
Exact Mass 496.35526001 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.91
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(3R,3aR,6S,7S,9bR)-6-(3-methoxy-3-oxopropyl)-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 + 0.5096 50.96%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7905 79.05%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.8583 85.83%
OATP1B3 inhibitior - 0.6037 60.37%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6532 65.32%
BSEP inhibitior + 0.8959 89.59%
P-glycoprotein inhibitior + 0.7018 70.18%
P-glycoprotein substrate + 0.6251 62.51%
CYP3A4 substrate + 0.6750 67.50%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8963 89.63%
CYP3A4 inhibition - 0.7534 75.34%
CYP2C9 inhibition - 0.6738 67.38%
CYP2C19 inhibition - 0.8025 80.25%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.7799 77.99%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7831 78.31%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8720 87.20%
Carcinogenicity (trinary) Non-required 0.6946 69.46%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.6407 64.07%
Skin corrosion - 0.9699 96.99%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6433 64.33%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.5612 56.12%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7281 72.81%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5991 59.91%
Acute Oral Toxicity (c) III 0.6704 67.04%
Estrogen receptor binding + 0.6737 67.37%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding + 0.6977 69.77%
Glucocorticoid receptor binding + 0.7899 78.99%
Aromatase binding + 0.6991 69.91%
PPAR gamma + 0.5788 57.88%
Honey bee toxicity - 0.7363 73.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.33% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 99.23% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.69% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.34% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 89.92% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.36% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.47% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.52% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.04% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.34% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.81% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.08% 96.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.23% 91.79%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.51% 94.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.75% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.75% 96.47%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.55% 95.50%
CHEMBL5028 O14672 ADAM10 80.29% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 154497265
LOTUS LTS0152666
wikiData Q104945779